Record Information
Version1.0
Creation date2019-08-08 20:43:57 UTC
Update date2019-08-08 20:43:57 UTC
Primary IDFDB052950
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCL(i-12:0/18:2(9Z,11Z)/i-24:0/i-24:0)
DescriptionCL(i-12:0/18:2(9Z,11Z)/i-24:0/i-24:0), also known as Cardiolipin(I-12:0/18:2/I-24:0/I-24:0) or CL(78:2), belongs to the class of organic compounds known as cardiolipins. These are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(i-12:0/18:2(9Z,11Z)/i-24:0/i-24:0) is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
CL(I-12:0/18:2/I-24:0/I-24:0)HMDB
CL(I-12:0/18:2N7/I-24:0/I-24:0)HMDB
CL(I-12:0/18:2W7/I-24:0/I-24:0)HMDB
CL(78:2)HMDB
Cardiolipin(I-12:0/18:2(9Z,11Z)/I-24:0/I-24:0)HMDB
Cardiolipin(I-12:0/18:2/I-24:0/I-24:0)HMDB
Cardiolipin(I-12:0/18:2N7/I-24:0/I-24:0)HMDB
Cardiolipin(I-12:0/18:2W7/I-24:0/I-24:0)HMDB
Cardiolipin(78:2)HMDB
CL(i-12:0/18:2(9Z,11Z)/i-24:0/i-24:0)SMPDB
Predicted Properties
PropertyValueSource
Water Solubility5.8e-05 g/LALOGPS
logP8.82ALOGPS
logP28.74ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)1.59ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area236.95 ŲChemAxon
Rotatable Bond Count87ChemAxon
Refractivity436.59 m³·mol⁻¹ChemAxon
Polarizability190.66 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC87H166O17P2
IUPAC name[(2R)-3-({[(2R)-2,3-bis[(22-methyltricosanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy][(2R)-3-[(10-methylundecanoyl)oxy]-2-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy]phosphinic acid
InChI IdentifierInChI=1S/C87H166O17P2/c1-8-9-10-11-12-13-14-15-24-32-37-42-47-56-63-71-87(92)104-83(75-98-85(90)69-62-55-50-49-53-60-67-80(6)7)77-102-106(95,96)100-73-81(88)72-99-105(93,94)101-76-82(103-86(91)70-64-57-48-43-38-33-28-23-19-17-21-26-30-35-40-45-52-59-66-79(4)5)74-97-84(89)68-61-54-46-41-36-31-27-22-18-16-20-25-29-34-39-44-51-58-65-78(2)3/h13-15,24,78-83,88H,8-12,16-23,25-77H2,1-7H3,(H,93,94)(H,95,96)/b14-13-,24-15-/t81-,82-,83-/m1/s1
InChI KeySXBGCQRIYBCFHI-JMUXPNMCSA-N
Isomeric SMILES[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC(C)C)OC(=O)CCCCCCC\C=C/C=C\CCCCCC
Average Molecular Weight1546.216
Monoisotopic Molecular Weight1545.160027881
Classification
Description belongs to the class of organic compounds known as cardiolipins. These are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoglycerophosphoglycerols
Direct ParentCardiolipins
Alternative Parents
Substituents
  • Cardiolipin
  • Tetracarboxylic acid or derivatives
  • Fatty acid ester
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Organooxygen compound
  • Alcohol
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Organoleptic effect:

Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0111000900-a5b961298662ab8da853View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0113111900-d7f050b154147238d704View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-016s-0559340000-041780da3f9e670293c3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004j-1763191221-076d1518efb5154d596eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2975261340-ec92e2b662566a7e362aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05r0-1272963302-4e31c65a6076a70b65f9View in MoNA
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference